Ocean View Hotels in Upper Matecumbe Key, FL

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  2. Ocean View Hotels
  3.  USA
  4.  Florida
  5.  Upper Matecumbe Key
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19 Ocean View Hotels in Upper Matecumbe Key (Scenic Stays from $166)

Cheeca Lodge & Spa
Cheeca Lodge & Spa
Resort
Islamorada, FL, USA
0.3k from Upper Matecumbe Key center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 5-star

8.7

Fabulous

977 reviews

$865
Average price / night
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Islander Resort
Islander Resort
Resort
Islamorada, FL, USA
0.6k from Upper Matecumbe Key center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

8.7

Fabulous

1451 reviews

$348
Average price / night
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Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
Resort
Islamorada, FL, USA
0.8k from Upper Matecumbe Key center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

8.6

Fabulous

232 reviews

$345
Average price / night
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Casa Morada
Casa Morada
Hotel
136 Madeira Road, Islamorada, FL, 33036, United States
0.9k from Upper Matecumbe Key center

AC, Breakfast Included, Free Parking, Housekeeping, Internet, Outdoor Space, Pool, Room Service, TV

9.4

Superb

431 reviews

$554
Average price / night
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La Jolla Resort
La Jolla Resort
Hotel
Islamorada, FL, USA
1.0k from Upper Matecumbe Key center

B&bs, Accommodations, Pools, Parking, Inns, Lodgings, Beach, Places to stay, Family

8.8

Fabulous

906 reviews

$270
Average price / night
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Hadley Resort and Marina
Hadley Resort and Marina
Hotel
82749 Overseas Hwy, Islamorada, FL, 33036, United States
1.6k from Upper Matecumbe Key center

AC, Barbecue, Breakfast Included, Crib, Elevator, Free Parking, Internet, No Smoking, Outdoor Grill

7.6

Good

1001 reviews

$196
Average price / night
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Pines & Palms Resort
Pines & Palms Resort
Hotel
80401 Old Hwy, Islamorada, FL, 33036, United States
2.1k from Upper Matecumbe Key center

AC, Bar, Barbecue, Free Parking, Housekeeping, Internet, Kitchen, Laundry, Microwave

9.2

Superb

1000 reviews

$447
Average price / night
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The Islands of Islamorada
The Islands of Islamorada
Hotel
Islamorada, FL, USA
1.8k from Upper Matecumbe Key center

Luxury, Accommodations, Pools, Parking, 4-star, Lodgings, Beach, Hot tubs, Places to stay

9.3

Superb

17 reviews

$795
Average price / night
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La Siesta Resort & Villas
La Siesta Resort & Villas
Resort
80241 Overseas Highway, Islamorada, FL, 33036, United States
2.2k from Upper Matecumbe Key center

AC, Bar, Breakfast Available, Frontdesk 24 Hour, Kitchen, Microwave, Outdoor Space, Pool, Room Service

8.6

Fabulous

1007 reviews

$313
Average price / night
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Sands of Islamorada
Sands of Islamorada
Hotel
80051 Overseas Highway, Islamorada, FL, 33036, United States
2.6k from Upper Matecumbe Key center

AC, Barbecue, Crib, Extra Bed, Free Parking, Housekeeping, Internet, Laundry, Microwave

8.8

Fabulous

406 reviews

$263
Average price / night
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Amara Cay Resort
Amara Cay Resort
Resort
80001 Overseas Hwy, Islamorada, FL, 33036, United States
2.8k from Upper Matecumbe Key center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

8.8

Fabulous

1266 reviews

$357
Average price / night
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Breezy Palms Resort
Breezy Palms Resort
Hotel
Islamorada, FL, USA
2.7k from Upper Matecumbe Key center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Beach, Places to stay, Self-catering

8.3

Very Good

1411 reviews

$166
Average price / night
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Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Ocean View Hotels in Upper Matecumbe Key.

Stay Near Upper Matecumbe Key's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

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Frequently Asked Questions

You’ll find a mix of resorts, boutique hotels, and beachfront accommodations offering ocean views in Upper Matecumbe Key. Options range from budget-friendly stays with partial views to premium rooms overlooking the sea.

Prices for ocean view hotels in Upper Matecumbe Key usually start from around $166 per night, depending on the season and room type. Higher-end rooms with direct views or larger terraces may come at a premium.

Not always. Some rooms offer angled or partial views of the ocean, while others provide direct, unobstructed scenery. Checking photos and room descriptions can help you choose the right option.

Many ocean view hotels in Upper Matecumbe Key include features like View, Balcony/Terrace, and Pool. These amenities enhance comfort and make your stay more enjoyable.

Booking early—typically 1 to 3 months in advance—is recommended, especially during peak travel seasons. This gives you better availability and access to preferred room types.

Yes, you can narrow down results by amenities, price range, guest ratings, and more. This makes it easier to find accommodations that match your travel style and budget.